1,2,3,4,5-Penta(4-formylphenyl)-1,3-cyclopentadiene | 308284-77-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2,3,4,5-Penta(4-formylphenyl)-1,3-cyclopentadiene
• 英文别名: 4-[2,3,4,5-Tetrakis(4-formylphenyl)cyclopenta-2,4-dien-1-yl]benzaldehyde；4-[2,3,4,5-tetrakis(4-formylphenyl)cyclopenta-2,4-dien-1-yl]benzaldehyde
• CAS: 308284-77-7
• 化学式: C₄₀H₂₆O₅
• 分子量: 586.643
• InChiKey: OPKVBCIERQAVSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  85.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2,3,4,5-Penta(4-formylphenyl)-1,3-cyclopentadiene 在 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 17.0h， 生成 1,2,3,4,5-Penta(4-(N-methylphenyl)aminomethylphenyl)-1,3-cyclopentadiene
  参考文献：
  名称：

  Palladium-Catalyzed Arylation of Cyclopentadienes

  摘要：

  Cyclopentadiene and metallocenes, typically zirconocene dichloride, are suitable substrates for multiple arylations with aryl bromides in palladium-catalyzed reactions. Thus, various aryl bromides bearing either an electron-donating or an electron-withdrawing substituent can react with these substrates to afford the corresponding 1,2,3,4,5-pentaaryl-13-cyclopentadienes in a single preparative step. Derivatives of cyclopentadiene. including di- and trisubstituted cyclopentadienes. and indene are arylated in a similar fashion.

  DOI：

  10.1002/1521-3765(20000915)6:18<3426::aid-chem3426>3.0.co;2-b
• 作为产物：
  描述：

  2-(4-溴苯基)-1,3-二氧戊环 在 palladium diacetate 三叔丁基膦 、 caesium carbonate 、 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 41.0h， 生成 1,2,3,4,5-Penta(4-formylphenyl)-1,3-cyclopentadiene
  参考文献：
  名称：

  Palladium-Catalyzed Arylation of Cyclopentadienes

  摘要：

  Cyclopentadiene and metallocenes, typically zirconocene dichloride, are suitable substrates for multiple arylations with aryl bromides in palladium-catalyzed reactions. Thus, various aryl bromides bearing either an electron-donating or an electron-withdrawing substituent can react with these substrates to afford the corresponding 1,2,3,4,5-pentaaryl-13-cyclopentadienes in a single preparative step. Derivatives of cyclopentadiene. including di- and trisubstituted cyclopentadienes. and indene are arylated in a similar fashion.

  DOI：

  10.1002/1521-3765(20000915)6:18<3426::aid-chem3426>3.0.co;2-b

文献信息

• Palladium-Catalyzed Arylation of Cyclopentadienes
  作者：Gerald Dyker、Jörg Heiermann、Masahiro Miura、Jun-Ichi Inoh、Sommai Pivsa-Art、Tetsuya Satoh、Masakatsu Nomura

  DOI：10.1002/1521-3765(20000915)6:18<3426::aid-chem3426>3.0.co;2-b

  日期：2000.9.15

  Cyclopentadiene and metallocenes, typically zirconocene dichloride, are suitable substrates for multiple arylations with aryl bromides in palladium-catalyzed reactions. Thus, various aryl bromides bearing either an electron-donating or an electron-withdrawing substituent can react with these substrates to afford the corresponding 1,2,3,4,5-pentaaryl-13-cyclopentadienes in a single preparative step. Derivatives of cyclopentadiene. including di- and trisubstituted cyclopentadienes. and indene are arylated in a similar fashion.